2-[(2-Diethoxyphosphorylethanethioyl)amino]acetic acid | 173413-04-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[(2-Diethoxyphosphorylethanethioyl)amino]acetic acid
• CAS: 173413-04-2
• 化学式: C₈H₁₆NO₅PS
• 分子量: 269.258
• InChiKey: UDLILWLKRSYLMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(2-Diethoxyphosphorylethanethioyl)amino]acetic acid 在 sodium tetrahydroborate 、 nickel dichloride 作用下， 以 甲醇 、 水 为溶剂， 反应 0.25h， 以49%的产率得到N-(2-diethylphosphonylethyl)glycine
  参考文献：
  名称：

  DESULFURISATION OF PHOSPHONYLATED THIOAMIDES: A NEW WAY TO FUNCTIONALISED AMINOPHOSPHONATES

  摘要：

  DOI：

  10.1080/10426509708044213
• 作为产物：
  描述：

  聚甘氨酸 、 ethyl 2-(diethoxyphosphoryl)ethanedithioate 以60%的产率得到2-[(2-Diethoxyphosphorylethanethioyl)amino]acetic acid
  参考文献：
  名称：

  Synthesis of d -mannofuranosyl-ethanethioamides and the corresponding ethanedithioate, the first C -glycosyl derivative with thioacylating properties

  摘要：

  D-Mannofuranosyl-ethanethioamides were prepared in gold yields via a Homer-Wadsworth-Emmons reaction of thiocarbamoylmethylphosphonates with 2,3:5,6-di-O-isopropylidene-alpha-D-mannofuranose. New glycosyl-ethanethioamides were obtained and one of them was converted into the corresponding dithioester which is a potential sugar substituted thioacylating agent for aminoacids. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00304-9

文献信息

• Application of the Horner-Wadsworth-Emmons Reaction to the Functionalization of Dendrimers: Synthesis of Amino Acid Terminated Dendrimers
  作者：Delphine Prévôté、Sylvie Le Roy-Gourvennec、Anne-Marie Caminade、Serge Masson、Jean-Pierre Majoral

  DOI：10.1055/s-1997-1332

  日期：1997.10

  The Horner-Wadsworth-Emmons reaction of the first, third and fourth generation of aldehyde terminated dendrimers 1-[Gn] (n=1: 6 CHO, n=3:24 CHO, n=4:48 CHO groups, respectively) with phosphonates unsubstituted at the carbon α to the phosphoryl group 2a-i affords in moderate yield dendrimers bearing various α,β-unsaturated functional groups on the surface, including amino acid derivatives.

  第一代、第三代和第四代醛端树枝形分子 1-[Gn]（分别为 n=1: 6 CHO、n=3:24 CHO、n=4:48 CHO 基团）与在碳 δ 处未取代为磷酰基 2a-i 的膦酸盐发生 Horner-Wadsworth-Emmons 反应，以中等产量生成表面带有各种 δ、δ- 不饱和官能团（包括氨基酸衍生物）的树枝形分子。
• Roy-Gourvennec, Sylvie Le; Masson, Serge, Synthesis, 1995, p. 1393 - 1396
  作者：Roy-Gourvennec, Sylvie Le、Masson, Serge

  DOI：——

  日期：——